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2023 , Vol. 43 >Issue 9: 3167 - 3173

DOI: https://doi.org/10.6023/cjoc202303015

研究论文

新型2,2'-缩水-L-苏糖嘧啶膦酸核苷的合成

  • 朱传涛 ,
  • 王松 ,
  • 赵一凡 ,
  • Herdewijn Piet ,
  • 刘丰五
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  • a 郑州大学药物研究院 XNA生物医学研究所 郑州 450001
    b 郑州大学药物关键制备技术教育部重点实验室 郑州 450001
    c Medicinal Chemistry, Rega Institute for Medical Research, KU Leuven, Herestraat 49, 3000 Leuven, Belgium

收稿日期: 2023-03-10

  修回日期: 2023-05-05

  网络出版日期: 2023-06-14

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Synthesis of Novel 2,2'-Anhydro-L-threosylpyrimidine Phosphonates

  • Chuantao Zhu ,
  • Song Wang ,
  • Yifan Zhao ,
  • Piet Herdewijn ,
  • Fengwu Liu
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  • a XNA Platform, Institute of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001
    b Key Laboratory of Advanced Drug Preparation Technologies, Ministry of Education, Zhengzhou University, Zhengzhou 450001
    c Medicinal Chemistry, Rega Institute for Medical Research, KU Leuven, Herestraat 49, 3000, Leuven
* E-mail: ;

Received date: 2023-03-10

  Revised date: 2023-05-05

  Online published: 2023-06-14

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摘要

首先通过九步反应合成了一系列L-苏糖嘧啶核苷膦酸酯. 用二乙胺基三氟化硫(DAST)处理L-苏糖嘧啶核苷膦酸酯, 分别以中高收率得到相应的2,2'-缩水-1-(L-苏糖)尿嘧啶核苷膦酸酯类似物. 对所得到的L-苏糖嘧啶核苷膦酸酯和2,2'-缩水-L-苏糖嘧啶膦酸核苷进行了初步的生物学评价, 未发现任何活性.

关键词： 2,2'-缩水核苷; 二乙胺基三氟化硫(DAST); L-苏糖嘧啶膦酸酯

本文引用格式

朱传涛 , 王松 , 赵一凡 , Herdewijn Piet , 刘丰五 . 新型2,2'-缩水-L-苏糖嘧啶膦酸核苷的合成[J]. 有机化学, 2023 , 43(9) : 3167 -3173 . DOI: 10.6023/cjoc202303015

Abstract

A series of L-threoylnucleoside phosphonates were synthesized via a nine-step procedure firstly. When the L-threoylpyrimidine nucleoside phosphonate was treated by diethylaminosulphur trifluoride (DAST), all the tried pyrimidine L-threosylnucleoside phosphonate analogues produced corresponding 2,2'-anhydro-1-(L-threoyl)pyrimidine phosphonates in medium-high yields. The obtained L-threoylpyrimidine nucleoside phosphonates and 2,2'-anhydro-L-threosylpyrimidine phosphonic acids have not shown any activity by primary biological evaluations.

Key words： 2,2'-anhydronucleoside; diethylaminosulphur trifluoride (DAST); L-threosylpyrimidine phosphonate

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